Secondary metabolites from a marine-derived endophytic fungus Penicillium chrysogenum QEN-24S.

Secondary metabolites from a marine-derived endophytic fungus Penicillium chrysogenum QEN-24S.
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海洋源性内生真菌 Penicillium chrysogenum QEN-24S 的次生代谢物

DOI:
10.3390/md9010059
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发表时间:
2010-12-27
期刊:
影响因子:
5.4
通讯作者:
Wang BG
Wang BG
中科院分区:
医学2区
文献类型:
--
作者:
Gao SS;Li XM;Du FY;Li CS;Proksch P;Wang BG

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产黄青霉(Penicillium chrysogenum QEN-24 S)是从一种来源不明的凹顶藻属海洋红藻中分离得到的内生真菌,在双菌培养试验中对病原菌芸苔链格孢(Alternaria brassicae)的生长具有抑制作用。该真菌菌株的化学研究导致分离出四种新的(1-3和5)和一种已知的(4)次级代谢产物。它们的结构经鉴定为两个聚酮衍生物penicitides A和B(1和2),两个甘油衍生物2-(2,4-二羟基-6-甲基苯甲酰基)-甘油(3)和1-(2,4-二羟基-6-甲基苯甲酰基)-甘油(4),以及一个单萜衍生物penicimonoterpene(5)。Penicitides A和B(1和2)的特征是在α-四氢吡喃酮环的C-5位上有一个独特的10-羟基-或7,10-二羟基-5,7-二甲基十一烷基取代基,这在天然产物中以前没有报道。化合物5对病原菌A表现出较强的活性。而化合物1对人肝细胞肝癌细胞系表现出中等的细胞毒活性。
Penicillium chrysogenum QEN-24S, an endophytic fungus isolated from an unidentified marine red algal species of the genus Laurencia, displayed inhibitory activity against the growth of pathogen Alternaria brassicae in dual culture test. Chemical investigation of this fungal strain resulted in the isolation of four new (1–3 and 5) and one known (4) secondary metabolites. Their structures were identified as two polyketide derivatives penicitides A and B (1 and 2), two glycerol derivatives 2-(2,4-dihydroxy-6-methylbenzoyl)-glycerol (3) and 1-(2,4-dihydroxy-6-methylbenzoyl)- glycerol (4), and one monoterpene derivative penicimonoterpene (5). Penicitides A and B (1 and 2) feature a unique 10-hydroxy- or 7,10-dihydroxy-5,7-dimethylundecyl moiety substituting at C-5 of the α-tetrahydropyrone ring, which is not reported previously among natural products. Compound 5 displayed potent activity against the pathogen A. brassicae, while compound 1 exhibited moderate cytotoxic activity against the human hepatocellular liver carcinoma cell line.
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